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Tandem Michael−Wittig−Horner Reaction: One‐Pot Synthesis of δ‐Substituted α,β‐Unsaturated Carboxylic Acid Derivatives − Application to a Concise Synthesis of ( Z )‐ and ( E )‐Ochtoden‐1‐al
Author(s) -
Piva Olivier,
Comesse Sébastien
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200007)2000:13<2417::aid-ejoc2417>3.0.co;2-x
Subject(s) - chemistry , wittig reaction , michael reaction , tandem , carboxylic acid , organic chemistry , cascade reaction , combinatorial chemistry , catalysis , materials science , composite material
A new tandem Michael−Wittig−Horner reaction has been developed to produce in high yields δ‐substituted α,β‐unsaturated esters, amides and lactones. The reaction has been successfully applied to a concise synthesis of ( E )‐ and ( Z )‐ochtoden‐1‐als, components of the male sex pheromone of boll weevil from 3‐methylcyclohex‐2‐en‐1‐one.